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Holiday Rentals in Clearwater, FL

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    Travellers to Clearwater are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 20
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    4 of 5 stars (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Nestled in a quiet little nook on Clearwater Beach is the Ebb Tide, a privately owned waterfront resort, where relaxing is as easy as the gulf breeze. Our rentals range from one bedroom apartments to waterfront two bedroom, two bathroom condos. Enjoy our fresh water pool, fish from our... View all property information
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    Clearwater, Florida 33767
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    CLEARWATER, FLORIDA LISTED FOR SALE $75,000 U.S. INCLUDES EVERTHING THAT COMES WITH THE RENTAL, TRULY A TURN KEY! TIRED OF PAYING ALOT OF MONEY TO RENT FOR WINTER... OWN YOUR OWN PROPERTY FOR THE SAME PRICE AS RENTING FOUR MONTHS OF THE YEAR Video of property available on You Tube under... View all property information
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    Clearwater, Florida 33764
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom, 2 bath condo on Clearwater Harbor, on the barrier island of Clearwater Beach. Belle Harbor is a beautiful, upscale, high rise condominium which is across the street from beautiful Clearwater Beach. The poolside deck is at the rear of the complex, and is right on the waters of Clearwater... View all property information
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    Clearwater, Florida 33767
    1 / 27
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Harborview Grande Condo, End Unit! Come and see how this 6th floor end unit with its accompanying additional views make this spacious 3 bedroom, 2 bath condo with 1824 square feet of living area particularly bright and inviting. The kitchen has a breakfast bar, warm wood paneled cabinets, rich... View all property information
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    Clearwater, Florida 33767
    1 / 21
    4.5 of 5 stars (8) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Fully furnished efficiency in a resort, steps from the water, a block from The Sand Pearl, one of Clearwater Beach's premiere 5 star resorts. Dock your boat at one of our 2 deep water boat slips (depending upon availability) and enjoy the amenities of being on land. Resort amenities include... View all property information
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    Clearwater, Florida 33767
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The white sands and crystal blue waters of Clearwater beach are approximately 200 feet away! Located on cul-de sac with no traffic or busy road to cross. This beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully decorated in Caribbean theme, and even its own... View all property information
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    Clearwater, Florida
    1 / 24
    4 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This lovely Clearwater Beach home boasts 2 Bedrooms and 2 Bathrooms, Spacious Family Room, freshly decorated and air- conditioned Florida Room, 70 channels of cable TV with 2 digital flat screen televisions. This home is luxuriously appointed with Italian decor - leather couch and authentic Italian... View all property information
    Location Information
    Clearwater, Florida 33767
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    1 / 31
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom, 2 bath Luxury Beachfront Condo on Clearwater Beach, FL / Monthly Rentals Only / Background and Credit Check Required. This luxury Mandalay Beach Club condo is located directly on Clearwater Beach. Enjoy breathtaking sunset views of Pier 60 from your private balcony. Sit poolside or relax... View all property information
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    Clearwater, Florida 33767
    1 / 38
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, closet, large bedroom, and cozy living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses. Bedroom... View all property information
    Location Information
    Clearwater, Florida 33756
    1 / 30
    3 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This GULF FRONT condo has everything you would expect from a destination Resort. Enjoy the World Class beach, extra-large pool, ample pool side accommodations and an independent spa. Stroll the beach and allow yourself to unwind and become one with nature. Move inside and experience the expansive... View all property information
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    Clearwater, Florida 33767
    1 / 4
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This beautiful newly furnished beach rental is located at the South end of sparkling Clearwater Beach, Florida. Modern decor with amazing interacoastal water views that will make any stress or care disappear. Your vacation is a special occasion and we offer you a very special place to experience... View all property information
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    Clearwater, Florida 33767
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Central Heating
    • Sauna
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    About this property
    Cove Cay is a private gated community with an 18 hole Championship Golf Course, heated pool with Jacuzzi, gym, and sauna. Conveniently located close to shopping, dining and movies. Marina on site with paddle boards, kayaks and fishing boats to rent. Only a short drive to pristine white sandy... View all property information
    Location Information
    Clearwater, Florida 33760
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Rich wood cabinets and beautiful granite in the kitchen. Tile throughout, including the bedrooms! Sweeping view of the Intra-coastal Waterway from the full length balcony, looking all the way past the Memorial Causeway Bridge to downtown Clearwater. View of the Gulf from the front door. Look for... View all property information
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    Clearwater, Florida 33767
    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    The Sandpearl hotel is located on sun-kissed beachfront of Clearwater Beach. Get away from the ordinary and experience a resort unlike any other. Powder-white sand and clear blue water surround this Clearwater, Florida beach resort, offering plenty of relaxation under the year round Florida... View all property information
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    Clearwater, Florida 33767
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Resort style amenities without the resort style price. Our suite are available can accommodate up to 6 people. The suite features a poolside view, separate living and bedroom area, fully-equipped kitchen with stove, oven and full-sized refrigerator, sleeper sofa, complimentary Wi-Fi and flat-screen... View all property information
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    Clearwater, Florida 33767
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Nice relaxing condo close to Clearwater Beach, and Dunedin. Fully furnished and equipped. Heated pool right outside the screened Lanai. Two golf courses 5 minutes away. Shopping close by and Walmart walking distance. INCLUDES CABLE, UNLIMITED WIFI INTERNET AND PHONE BED SHEETS, TOWELS, PLATES,... View all property information
    Location Information
    Clearwater, Florida 33755
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Gulfside Luxury Condo: :::: We are currently running a tremendous special for Mid Season on this vacation rental. Valid Dates: April (excluding holidays) . Book for the upcoming season and receive a discount. Call our reservationists at the number listed for more information :::::::: This... View all property information
    Location Information
    Clearwater, Florida 33767
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    1 / 20
    5 of 5 stars (29) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Porch
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    • x
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    About this property
    Last minute Special* August up to $325 off two bedroom cottage. Call or email now for best selection! Same perfect location, same great amenities. Our 2/1 Banana Breeze vacation home is part of a family friendly self-catering 7 cottage resort located on the quiet Cyprus Avenue behind the... View all property information
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    Clearwater, Florida 33767
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy this beautifully furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2 1/2 bath town home is beautifully decorated with large expansive and comfortable living areas. The town home sleeps (maximum) eight people and is... View all property information
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    Clearwater, Florida
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Beautiful 1295 square foot Gulf Front Condominium right on the beach with spectacular 9th floor views of the Gulf of Mexico and downtown Clearwater Beach (Trip Advisor 2016 #1 US beach). Both bedrooms and the large family room overlook the expansive balcony that includes a patio table and chairs... View all property information
    Location Information
    Clearwater, Florida
    1 / 45
    4 of 5 stars (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    About this property
    Cute, studio cottage in a quiet neighborhood. 4.6 miles from Clearwater Beach. Visit downtown Dunedin--Tampa Bay's best kept secret! A short 1-1/2 walk. Get the Jolly Trolley from there to Tarpon Springs and other cool stuff. Full kitchen (stove, fridge, double sink, microwave). The cottage... View all property information
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    Clearwater, Florida 33755
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Escape the Harsh Winters to this beautiful mobile home situated in Clearwater Florida. This home has 2 bedrooms,a florida room, and screened in porch, where you can enjoy many meals. You will enjoy the relaxing yet active lifestyle of this well managed 55+ adult community complete with heated... View all property information
    Location Information
    Clearwater, Florida 33764
    1 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Consider this your luxurious base of operations. The perfect place to plan your time here on the island of Clearwater Beach. With the white, powdery sand of the beach just across the street, or the beautiful pool deck on the intra-coastal waterway you have the best of both worlds for dipping in the... View all property information
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    Clearwater, Florida 33767
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Development: Tourist District North Beach Category: Weekly Beach Rental Beds: 2 Baths: 2 Sleeps: 6 Stories: 2 Floor: 1 Unit Size: 1100 sq feet Beds: 2 Queen Beds, 1 Sofa Bed View all property information
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    Clearwater, Florida
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Clearwater Beach Suites is a quintissential beach hotel, located at the north end of the beach resort community. Stroll from your front door onto a very short street that dead ends onto the beach. Your feet will hit the sand after a walk of a minute or less. The beach access here is one of the... View all property information
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    Clearwater, Florida 33767
    1 / 30
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Two bedroom, 1 bath. Washer/dryer. Cable TVs, Wi-fi. kitchen. Parking one car. All adults, no children allowed. King bed in one, queen in 2nd bedroom. The “Key West Condo” is an incredibly spacious 2 Bedroom / 1 Bath condo that feels more like home than it does a hotel. Situated on the first floor... View all property information
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    Clearwater, Florida 33767
    1 / 7
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If you like exclusive quiet beaches, this is it! This cute, 2 bedroom house is 2 blocks from a private beach in an exclusive area on north Clearwater Beach. There is a private entrance to the beach with a shower. The house has a private, fenced backyard and is located across the street from the... View all property information
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    Clearwater, Florida 33767
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Studio bedroom, one bath. Kitchette. Swim Spa, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. The Studio Suite is perfect choice for those looking for something affordable, but clean, inviting and quiet. Situated in the Beachouse, an award-winning, adult only, non-smoking... View all property information
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    Clearwater, Florida 33767
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    *Please note that this property is only available for monthly rental. Views, views, views!! The perfect way to relax in style! Come enjoy the beach, the pool and the inter-coastal waterways at this summer getaway in Clearwater Beach, Florida. Located in the exclusive Belle Harbor complex,... View all property information
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    Clearwater, Florida 33767
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This cozy and comfortable Sand Key condo, with Newly Remodeled Kitchen, is directly located on the beach. Awaken to the sound of the waves rolling in as you enjoy your morning coffee on your private porch overlooking the pool and Sand Key beach. Later you can enjoy the crystal clear pool, hot tub... View all property information
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    Clearwater, Florida 33767
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful 3 Bedroom 3 Bath Bay Harbor Condo with Fantastic Bay and Harbor view located on Clearwater Beach. Come enjoy the spacious 1845 sq ft unit, with plenty of room for the whole family. The kitchen has all the conveniences of home with granite counter tops and stainless steel appliances;... View all property information
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    Clearwater, Florida 33767
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Island Breeze condo is wonderful beach retreat. This beautiful condo newly remodeled will be your host to comfort, relaxation & spectacular sunsets! This unit will sleep 2 to 6 people comfortably 950 square feet 2 - Bedroom 2 - Bathrooms 2 - Queen Size Beds 1 - Queen Sofa Sleeper... View all property information
    Location Information
    Clearwater, Florida
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    A perfect compliment to the Beach Retreat and just as beautifully decorated. Enjoy the charm of this tropical beach apartment! Nestled in the quiet residential neighborhood of North Clearwater Beach you are only 1 block over to the white sands and blue waters of Clearwater Beach. Get ready to... View all property information
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    Clearwater, Florida
    1 / 19
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Studio bedroom, one bath. Kitchette. Pool, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. The Studio Suite is perfect choice for those looking for something affordable, but clean, inviting and quiet. Situated in the Beachouse, an award-winning, adult only, non-smoking... View all property information
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    Clearwater, Florida 33767
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Camelot Beach Resort won the "White Glove Award" for room cleanliness from the prestigious Superior Small Lodging Association. Camelot recently received an Award of Excellence from Tripadvisor as a "Top Rated" property for the many excellent guest reviews Vicky and her staff received from our... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Beachcomber Beach House beach house offers comfortable accommodations for that long awaited vacation and only STEPS to the white sands! This home has been beautifully decorated and furnished with the discriminating vacationer in mind. The Beachcomber Beach House... a place where you can enjoy the... View all property information
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    Clearwater, Florida
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • ?
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    • x
    About this property
    FAMILY REUNION Thinking of a family reunion? Please ask for information. The Best of Everything Florida Offers Clearwater is home to award winning beaches and beach islands: South Beach and Pier 60 bustle with activity, entertainment & crafters North Beach is quiet and a... View all property information
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    Clearwater, Florida 33755
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
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    Beautiful Florida Beach Cottage Newly renovated inside and out 3 Bedroom/ 2 Bath in the main house Sparkling new pool in back yard. Stay in a cozy, quaint, and upgraded beach cottage that is only one house away from the sands of the beach. This cottage is remarkably close to the famous white sand... View all property information
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    Clearwater, Florida 33767
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
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    Oceanfront Gem Vacation Rental: This property is strictly a monthly rental only. We will not accept reservations less than a month :::: We are currently running a tremendous special for our Mid Season on this vacation rentals. Valid Dates: Month of May (excluding holidays). Book for the upcoming... View all property information
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    Clearwater, Florida 33767
    1 / 27
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    RANKED #1 BEST BEACH IN THE UNITED STATES IN 2016 TRIPADVISOR TRAVELERS CHOICE AWARDS. Based on Millions of Traveler Reviews and Opinions on TripAdvisor, Clearwater Beach was voted #1 in the US and #20 WORLDWIDE. This fourth floor condominium in the heart of Clearwater Beach has breathtaking... View all property information
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    Clearwater, Florida 33767
    1 / 21
    5 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Summer Breeze offers a huge new pool and deck along with spacious accommodations that are perfect for family reunions. This home has been custom-designed and furnished with tropical accents. The Summer Breeze Beach House is one street over from the Bay Areas most-famous tropical Beach! Youll enjoy... View all property information
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    Clearwater, Florida
    1 / 34
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Completely Remodeled Beach Home Under New Ownership! Charming and cozy Clearwater Beach retreat with a house and separate cottage in TOP LOCATION. The property is located in a quiet and upscale, residential neighborhood of Clearwater North Beach, just a mile away from vibrant Clearwater Beach... View all property information
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    Clearwater, Florida 33767
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Come and enjoy the beach during the day and relax in luxury on the balcony overlooking the bay in the evening. Bay Harbor Condos are located on Clearwater Beach. The building overlooks the calm waters of the Clearwater Harbor. Watch for dolphins and other marine animals as you enjoy the view from... View all property information
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    Clearwater, Florida 33767
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Updated 2 bedroom 1 bath condo at the Regatta Beach Club with beautiful water view. Condo has a galley kitchen with microwave, stove/oven, refrigerator, dishwasher and coffee maker. Dining table seats 6. Living room has a flat screen TV and plenty of seating with a water view. Walk out onto the... View all property information
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    Clearwater, Florida 33767
    1 / 36
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    !Perfect Place for Families & Family reunions! Sleeps 10 to 12! 'Sea Breeze' is a beautiful Southern home under new ownership. The Key-West-style house is situated in the upscale, tranquil neighborhood of Carlouel, just a minute stroll from the private beach access. Enjoy the Sunstate's beach... View all property information
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    Clearwater, Florida 33767
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
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    • Pet-friendly
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    • x
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    • x
    About this property
    ** When you call reference code RIR or on Relax in Retro ** Relax in Retro is located 6 miles from the beach in the heart of Clearwater. This is a classic Florida Ranch built in 1960. The home is perfect for short term rentals such as job relocations, extra space for those visiting relatives, a... View all property information
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    Clearwater, Florida
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    1 BED apartement, Sleeps 4 , minutes from Clearwater Beach !<BR><BR>This beautiful Second floor (top) fully furnished, very clean 1 bedroom/1 bath condo with it's own private entry is nicely decorated and perfect for a get away vacation. This property is very well equipped for a family of 4,... View all property information
    Location Information
    Clearwater, Florida 33756